tert-Butyl acrylate

Base Information

• Chemical Name: tert-Butyl acrylate
• CAS No.: 1663-39-4
• Deprecated CAS: 782475-36-9
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 29161290
• European Community (EC) Number: 216-768-7
• NSC Number: 20950
• UNII: 92M2CD1O3G
• DSSTox Substance ID: DTXSID8029652
• Nikkaji Number: J82.107A
• Wikidata: Q25385680
• ChEMBL ID: CHEMBL3560064
• Mol file: 1663-39-4.mol

Synonyms:tert-butyl acrylate

Chemical Property of tert-Butyl acrylate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 8.64mmHg at 25°C
• Melting Point: -69 °C
• Refractive Index: n20/D 1.410(lit.)
• Boiling Point: 133 °C at 760 mmHg
• Flash Point: 31.6 °C
• PSA: 26.30000
• Density: 0.883 g/cm³
• LogP: 1.51410
• Storage Temp.: Flammables area
• Water Solubility.: 2 g/L
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl Acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn,N
• Statements: 11-20/21/22-37/38-43-52/53-51/53
• Safety Statements: 16-25-37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CC(C)(C)OC(=O)C=C
• Uses: tert-Butyl acrylate is a monomer used in the production of poly(tert-butyl acrylate) polymers, poly(acrylic acid) polyelectrolyte brushes and 3-(3-methyl-but-3-enyloxy)-propionic acid tert-butyl ester. It is also used in paints, coatings, high polymer paper conditioner, nursing polymer products and carbonyl reforming polyolefin. Further, it serves as an important raw material in organic synthesis. tert-Butyl acrylate is a monomer used to produce poly(tert-butyl acrylate) (PtBA) polymers and copolymers, and poly(acrylic acid) polyelectrolyte brushes. It undergoes radiation polymerization to form TBA-gels for radio-fluorogenic dose imaging applications. The monomer can be used to synthesize Poly(t-butyl acrylate). It may be used as a reactive diluent in a study.

Technology Process of tert-Butyl acrylate

There total 26 articles about tert-Butyl acrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.7%

acrylic acid (79-10-7) + isobutene (115-11-7,15220-85-6) → tert-Butyl acrylate (1663-39-4,25232-27-3)

Guidance literature:

With strong acid cation exchange resin; polymerization inhibitor A; polymerization inhibitor B; at 10 ℃; for 13h; Temperature;

Reference yield: 99.0%

tert-butyl prop-2-ynoate (13831-03-3) → tert-Butyl acrylate (1663-39-4,25232-27-3)

Guidance literature:

With hydrogen; [Cp2Mo(μ-SH)2Rh(PPh3)2][PF6]; In acetone; at 20 ℃; for 5h; under 760.051 Torr; Further Variations:; Catalysts; Reaction partners; Product distribution;

DOI:10.1039/b108227m

Reference yield: 96.0%

β-Propiolactone (57-57-8) + potassium tert-butylate (865-47-4) → tert-Butyl acrylate (1663-39-4,25232-27-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1021/jo00068a015

upstream raw materials:

acrylic acid

tert-butyl alcohol

acryloyl chloride

2-chloropropionyl chloride

Downstream raw materials:

t-butyl 2-dimethylamino-3,3-dimethylcyclobutanecarboxylate

t-butyl 4,5-dihydropyrazole-3-carboxylate

3-(1,1-dimethylethyl) 1-(phenylmethyl) 1,3-pyrazolidinedicarboxylate

1,1-dimethylethyl 3-hydroxy-2-methylene-5-phenylpentanoate

Refernces

Synthesis and characterization of luminescent rod - Coil block copolymers by atom transfer radical polymerization: Utilization of novel end-functionalized terfluorenes as macroinitiators

10.1002/chem.200390115

The research focuses on synthesizing and characterizing luminescent rod ± coil block copolymers using atom transfer radical polymerization (ATRP). The primary aim is to develop conjugated polymers that can emit blue light efficiently and maintain their luminescent properties when transitioning from solution to the solid state, which is crucial for applications in photoluminescent and electroluminescent devices. The researchers synthesized two novel, rigid, photoluminescent terfluorene derivatives using direct bromination and Suzuki coupling reactions. These derivatives were then used as initiators for the ATRP of styrene and tert-butyl acrylate to create diblock and triblock copolymers with well-defined structures. The copolymers exhibited blue light emission with minimal aggregation or excimer formation in the solid state, even after thermal treatment. The study concludes that these copolymers show promise for luminescence applications due to their controlled structure, thermal stability, and consistent luminescent properties.